Trivia: The producers had asked porn star Jenna Jameson to appear in the movie, and she agreed. However, she wanted a larger role, that of Danielle, played by Elisha Cuthbert. The producers declined, and Jenna lost the role she was offered. (source: Elisha Cuthbert, speaking on "Lovelines" radio program.).
Trivia: Scenes for the film were filmed during the Wimbledon tournament 2003. The actors would walk out on court at the beginning or end of a match as though they were really competing. The officials and spectators were actual tennis officials and spectators, rather than extras. It is the only time in the history of the tournament that this has been allowed.
Trivia: Anne Hathaway sang her own songs in the film.
Trivia: When Miles is stealing money from his mother he looks at the pictures on her dresser. One of the pictures is of Miles and his Dad. It is actually Miles real dad. Miles is played by Paul Giamatti and his dad is Bart Giamatti former Commissioner of Baseball. That is who is in the picture smiling with Miles.
Trivia: Breckin Meyer, who plays Jon, is allergic to cats in real life.
Trivia: When Pete is watching the war movie on the television, you can hear the Wilhelm scream.
Trivia: Director Peter Howitt has a cameo at the start of the film - he's the husband (Pierce Brosnan's client) in the divorce case.
Trivia: When the cows push Junior down the mine shaft, a "Goofy Holler" can be heard.
Trivia: Although they play father and daughter in this film, John Turturro (born 1957) is only seven years older than Monica Bellucci (born 1964).
Trivia: Monroe Cole states that people will be calling him Mr. President for the rest of his life. While it is true people do tend to call former presidents by that title (thus not a movie mistake), as a point of trivia; is it incorrect to address a former president as "Mr. President" or "former president (surname)." While Cole doesn't have to worry about his ex-wife taking his title, leaving office will do that. It's the media that perpetuates this presidential title error.
Trivia: Co-star Suzanne Shepherd first read the script, and was absolutely horrified by the explicit sexual content. She broke down crying and begged to not do the film. However, she changed her mind when she met director John Waters, who managed to convince her to stay on.
Trivia: Michael Caine, who plays Henry Lair, is only 10 years older than his on-screen son Christopher Walken (Turner Lair).